2-[二甲基(乙烯基)硅烷基]嘧啶 | 760188-62-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 中文名称: 2-[二甲基(乙烯基)硅烷基]嘧啶
• 中文别名: [(2-氨基-6-羰基-3,6-二氢-9H-嘌呤-9-基)甲氧基]乙酸
• 英文名称: dimethyl(2-pyrimidyl)(vinyl)silane
• 英文别名: Ethenyl-dimethyl-pyrimidin-2-ylsilane
• CAS: 760188-62-3
• 化学式: C₈H₁₂N₂Si
• 分子量: 164.282
• InChiKey: LMGHHKFPOSCVPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.12
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[二甲基(乙烯基)硅烷基]嘧啶 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 tris(dibenzylideneacetone)dipalladium (0) 三(2-呋喃基)膦 、 抗氧剂168 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 [(E)-2-[7-[(E)-2-[dimethyl(pyrimidin-2-yl)silyl]-1-phenylethenyl]-9H-fluoren-2-yl]-2-phenylethenyl]-dimethyl-pyrimidin-2-ylsilane
  参考文献：
  名称：

  基于三芳基乙烯的扩展π系统：可编程合成和光物理性质

  摘要：

  在有效的Pd催化的乙烯基硅烷三芳基化反应的基础上，已经非常快速地制备了四种类型的结构明确的基于三芳基乙烯的扩展π系统。从通过本方法构建的化合物库中，可以找到许多有趣的荧光材料，以及有趣的荧光特性，例如聚集诱导的增强发射。还开发了一种用于快速合成和性质评估的有用方法。

  DOI：

  10.1021/jo0477401
• 作为产物：
  描述：

  二甲基乙烯基氯硅烷 、 2-(三丁基锡)嘧啶 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.5h， 以48%的产率得到2-[二甲基(乙烯基)硅烷基]嘧啶
  参考文献：
  名称：

  Catalytic Intermolecular Pauson−Khand-Type Reaction:  Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction

  摘要：

  Some circumstantial evidence for the directing effect of the 2-pyridylsilyl group in the Ru-catalyzed intermolecular Pauson-Khand-type reaction (PKR) of alkenyl(2-pyridyl)silane, alkyne, and carbon monoxide has been provided. Most importantly, we have succeeded in isolating several monometallic Ru complexes relevant to the catalytic reaction: Ru(vinylsilane)(CO)(3) complexes and ruthenacyclopentene. While the stoichimetric reaction of the Ru(vinylsilane)(CO)(3) complex with an alkyne led to the formation of the corresponding cyclopentenone (PKR product) at 100 degreesC, the ruthenacyclopentene intermediate was quantitatively produced at 50 degreesC. This complex was also converted to a cyclopentenone upon heating at 100 degreesC. Moreover, it was also found that the Ru(vinylsilane)(CO)(3) complex and ruthenacyclopentene serve as catalysts in intermolecular PKR.

  DOI：

  10.1021/ja047484+

文献信息

• Triarylethene-Based Extended π-Systems:  Programmable Synthesis and Photophysical Properties
  作者：Kenichiro Itami、Youichi Ohashi、Jun-ichi Yoshida

  DOI：10.1021/jo0477401

  日期：2005.4.1

  structurally well-defined triarylethene-based extended π-systems have been prepared very rapidly. From a compound library constructed by the present method, it was possible to find a number of interesting fluorescent materials, as well as interesting fluorescent properties such as aggregation-induced enhanced emission. A useful method for the rapid synthesis and property evaluation has also been developed

  在有效的Pd催化的乙烯基硅烷三芳基化反应的基础上，已经非常快速地制备了四种类型的结构明确的基于三芳基乙烯的扩展π系统。从通过本方法构建的化合物库中，可以找到许多有趣的荧光材料，以及有趣的荧光特性，例如聚集诱导的增强发射。还开发了一种用于快速合成和性质评估的有用方法。
• Catalytic Intermolecular Pauson−Khand-Type Reaction:  Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction
  作者：Kenichiro Itami、Koichi Mitsudo、Kazuyoshi Fujita、Youichi Ohashi、Jun-ichi Yoshida

  DOI：10.1021/ja047484+

  日期：2004.9.1

  Some circumstantial evidence for the directing effect of the 2-pyridylsilyl group in the Ru-catalyzed intermolecular Pauson-Khand-type reaction (PKR) of alkenyl(2-pyridyl)silane, alkyne, and carbon monoxide has been provided. Most importantly, we have succeeded in isolating several monometallic Ru complexes relevant to the catalytic reaction: Ru(vinylsilane)(CO)(3) complexes and ruthenacyclopentene. While the stoichimetric reaction of the Ru(vinylsilane)(CO)(3) complex with an alkyne led to the formation of the corresponding cyclopentenone (PKR product) at 100 degreesC, the ruthenacyclopentene intermediate was quantitatively produced at 50 degreesC. This complex was also converted to a cyclopentenone upon heating at 100 degreesC. Moreover, it was also found that the Ru(vinylsilane)(CO)(3) complex and ruthenacyclopentene serve as catalysts in intermolecular PKR.